The current edition of this event is on 18 February 2018.
Cupid's Undie Run is a kilometre-ish run in your underwear on Valentine's Weekend on Saturday, 14 February 2015 starting from Bar 100 at The Rocks in Sydney, NSW.
Put the hilarity in charity with hundreds of other half-naked or fancy-dressed runners taking to the streets in celebration of their fundraising for the Children's Tumour Foundation.
Cupid's Undie Run takes place in February to coincide with Valentine's Day. Festivities start with a pre-run party, then run and dance around the streets and finish with post-race awards and festivities.